Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸

$1,190,000.00
2201 WEBBER STREET, SARASOTA, FL - 34239
4 beds
3.5 baths
2,267 sqft
$1,190,000.00
2201 WEBBER STREET, SARASOTA, FL - 34239
Gabriella Massaro
$1,190,000.00
4 beds
3.5 baths
2,267 sqft
2201 WEBBER STREET, SARASOTA, FL - 34239
For Sale
Photo 1
  • Built in 1953
  • 2 garage spaces
  • $524.92/sqft
  • Lot size: 10,348 sqft
  • 18 days on market

Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.

  • Directions: 41 to Webber turn on Grove Pl
  • County: Sarasota
  • Geo subdivision: SOUTH SIDE PARK

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸

See also

For Sale
640 N OSPREY AVENUE, SARASOTA, FL - 34236
$1,295,000.00
3 bds
3.0 ba
1,738 sqft
640 N OSPREY AVENUE, SARASOTA, FL - 34236
For Sale
2306 VALENCIA DRIVE, SARASOTA, FL - 34239
$1,260,000.00
3 bds
2.5 ba
1,949 sqft
2306 VALENCIA DRIVE, SARASOTA, FL - 34239
For Sale
528 RALPH STREET, SIESTA KEY, FL - 34242
$1,298,554.00
3 bds
2.0 ba
1,796 sqft
528 RALPH STREET, SIESTA KEY, FL - 34242
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4692960
Listing updated: May 13, 2026 at 8:56PM
Listing provided by: William Glade, WILLIAM GLADE LIC. REAL ESTATE BROKER
Last checked 12 days ago
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